Simultaneous Enantiomeric Determination of Acidic Herbicides in Apple Juice Samples by Liquid Chromatography on a Teicoplanin Chiral Stationary Phase

Food Analytical Methods

Volumn 6, Issue 2, 2013, Pages 535-547

  Rosales Conrado, Noelia ^a   Guillén Casla, Vanesa ^a   Pérez Arribas, Luis Vicente ^a   de León González, María Eugenia ^a   Polo Díez, Luis María ^a  

^a UNIVERSIDAD COMPLUTENSE DE MADRID   (Spain)

Author keywords

Apple juice; Chemometrics; Chiral analysis; Peak deconvolution; Phenoxypropionic acid herbicides

Indexed keywords

CHIRALITY; CHROMATOGRAPHIC ANALYSIS; DRUG PRODUCTS; ENANTIOMERS; FRUIT JUICES; FRUITS; HERBICIDES; LIQUIDS; PHASE SEPARATION; WEED CONTROL;

APPLE JUICE; CHEMOMETRICS; CHIRAL ANALYSIS; CHIRAL LIQUID CHROMATOGRAPHY; PEAK-DECONVOLUTION; RELATIVE STANDARD DEVIATIONS; SAMPLE PREPARATION PROCEDURE; SIMULTANEOUS DETERMINATIONS;

LIQUID CHROMATOGRAPHY;

MALUS X DOMESTICA;

EID: 84875051905     PISSN: 19369751     EISSN: 1936976X     Source Type: Journal    
DOI: 10.1007/s12161-012-9482-7     Document Type: Article

References (35)

1. Ahrens WH (1994) Herbicide handbook, 7th edn. Weed Science Society of America, Champaign.
2. Ali I, Aboul-Enein HY (2004) Chiral pollutants: distribution, toxicity and analysis by chromatography and capillary electrophoresis, 1st edn. Wiley, Chichester.
3. AOAC (1998) Peer-verified methods program, manual on policies and procedures. AOAC, Arlington.
4. Asher BJ, D'Agostino LA, Way JD, Wong CS, Harynuk JJ (2009) Comparison of peak integration methods for the determination of enantiomeric fraction in environmental samples. Chemosphere 75: 1042-1048.
5. Beesley TE, Lee JT (2009) Method development strategy and applications update for chirobiotic chiral stationary phases. J Liquid Chromatogr Relat Technol 32: 1733-1767.
6. Cavazzini A, Pasti L, Massi A, Marchetti N, Dondi F (2011) Recent applications in chiral high performance liquid chromatography: a review. Anal Chim Acta 706: 205-222.
7. Chunxiu P, Baochun S, Xuejun Z, Datong Z, Xiuzhu Z (2006) Enantioseparation of four aryloxyphenoxypropionic acid herbicides by HPLC on CDMPC and (S, S)-Whelk-O 1. Chin J Anal Chem 34: 159-164.
8. Díez C, Barrado E, Marinero P, Atienza J (2006) Study of different parameters affecting the derivatization of acidic herbicides with trimethylsulfonium hydroxide to make them suitable for gas chromatography analysis. J Chromatogr A 1125: 244-253.
9. EC (2005) The European Parliament and the Council of the European Union, Regulation (EC) No. 396/2005 of 23 February 2005 and amending Regulation (EC) No. 299/2008 of 11 March 2008 and (EC) No. 1107/2009 of 21 October 2009. Available at http://ec. europa. eu/sanco_pesticides/public/index. cfm. http://eur-lex. europa. eu/.
10. Fanali S, D'Orazio G, Rocco A (2006) Use of tert-butylbenzoylated tartardiamide chiral stationary phase for the enantiomeric resolution of acidic compounds by nano-liquid chromatography. J Sep Sci 29: 1423-1431.
11. Guillén-Casla V, Pérez-Arribas LV, León-González ME, Polo-Díez LM (2008) One- and two-dimensional direct chiral liquid chromatographic determination of mixtures of diclofop-acid and diclofop-methyl herbicides. J Agric Food Chem 56: 2303-2309.
12. Guillén-Casla V, Magro-Moral J, Rosales-Conrado N, Pérez-Arribas LV, León-González ME, Polo-Díez LM (2011) Direct chiral liquid chromatography determination of aryloxyphenoxypropionic herbicides in soil: deconvolution tools for peak processing. Anal Bioanal Chem 400: 3547-3560.
13. Harner T, Wiberg K, Nordstrom R (2000) Enantiomer fractions are preferred to enantiomer ratios for describing signatures in environmental analysis. Environ Sci Technol 34: 218-220.
14. ICH (2005) Harmonised tripartite guideline: Validation of analytical procedures: Text and methodology, Q2 (R1). ICH, Geneva.
15. Jin L, Gao W, Li L, Ye J, Lin C, Liu W (2011) Herbicides; theory and applications. InTech, Croatia.
16. Kiesswetter R, Brandl F, Kastner-Pustet N, Mannschreck A (2003) Chiroptical detection during liquid chromatography: deconvolution of overlapping peaks of enantiomers and its applications. Chirality 15: S40-S49.
17. Kurt-Karakus PB, Bidleman TF, Muir DCG, Struger J, Sverko E, Cagampan SJ, Small JM, Jantunen LM (2010) Comparison of concentrations and stereoisomer ratios of mecoprop, dichlorprop and metolachlor in Ontario streams, 2006-2007 vs. 2003-2004. Environ Pollut 158: 1842-1849.
18. Lammerhofer M (2010) Chiral recognition by enantioselective liquid chromatography: mechanisms and modern chiral stationary phases. J Chromatogr A 1217: 814-856.
19. Li J (2002) Comparison of the capability of peak functions in describing real chromatographic peaks. J Chromatogr A 952: 63-70.
20. Lin KD, Cai XY, Chen SW, Liu WP (2006) Simultaneous determination of enantiomers of Rac-diclofop methyl and Rac-diclofop acid in water by high performance liquid chromatography coupled with fluorescence detection. Chin J Anal Chem 5: 613-616.
21. MAAMA (Ministerio de Agricultura, Alimentación y Medio Ambiente) (2012) Registro de Productos Fitosanitarios. Available at http://www. magrama. gob. es/es/.
22. Mongay-Fernández C (2005) Quimiometría. Valencia: Servicio de Publicaciones, Universidad de Valencia.
23. Nikitas P, Pappa-Louisi A, Papageorgiou A (2001) On the equations describing chromatographic peaks and the problem of the deconvolution of overlapped peaks. J Chromatogr A 912: 13-29.
24. Padiglioni P, Polcaro CM, Marchese S, Sinibaldi M, Flieger M (1996) Enantiomeric separations of halogen-substituted 2-aryloxypropionic acids by high-performance liquid chromatography on a terguride-based chiral stationary phase. J Chromatogr A 756: 119-127.
25. Rambla-Alegre M, Esteve-Romero J, Carda-Broch S (2012) Is it really necessary to validate an analytical method or not? That is the question. J Chromatogr A 1232: 101-109.
26. Rosales-Conrado N, León-González ME, D'Orazio G, Fanali S (2004) Enantiomeric separation of chlorophenoxy acid herbicides by nano liquid chromatography-UV detection on a vancomycin-based chiral stationary phase. J Sep Sci 27: 1303-1308.
27. Rosales-Conrado N, León-González ME, Pérez-Arribas LV, Polo-Díez LM (2005) Capillary liquid chromatography of chlorophenoxy acid herbicides and their esters in apple juice samples after preconcentration on a cation exchanger based on polydivinylbenzene-N-vinylpyrrolidone. J Chromatogr A 1076: 202-206.
28. Rosales-Conrado N, León-González ME, Pérez-Arribas LV, Polo-Díez LM, D'Orazio G, Fanali S (2008) Multivariate optimization approach for chiral resolution of chlorophenoxy acid herbicides using teicoplanin as chiral selector in capillary LC. Chromatographia 67: 527-533.
29. Saito K, Yato M, Ito T, Iwasaki Y, Ito R, Matsuki Y, Nakazawa H (2008) Verification of the need for optical purity measurement of chiral pesticide standards as agricultural reference materials. Accred Qual Assur 13: 373-379.
30. Spangler LA, Mikalojczyk M, Burdge EL, Kielbasinski P, Smith HC, Lyzwa P, Fisher JD, Omelanczuk J (1999) Synthesis and biological activity of enantiomeric pairs of phosphosulfonate herbicides. J Agric Food Chem 47: 318-321.
31. Tomlin CDS (1998) The pesticide manual: a word compendium of pesticides, 11th edn. British Crop Protection Council, Alton.
32. Wille K, De Brabander HF, De Wulf E, van Caeter P, Janssen CR, Vanhaecke L (2012) Coupled chromatographic and mass-spectrometric techniques for the analysis of emerging pollutants in the aquatic environment. TrAC-Trend Anal Chem 35: 87-108.
33. Ye J, Zhao M, Liu J, Liu W (2010) Enantioselectivity in environmental risk assessment of modern chiral pesticides. Environ Pollut 158: 2371-2383.
34. Zhang T, Nguyen D, Franco P, Isobe Y, Michishita T, Murakami T (2008) Cellulose tris(3, 5-dichlorophenylcarbamate) immobilised on silica: a novel chiral stationary phase for resolution of enantiomers. J Pharmaceut Biomed 46: 882-891.
35. Zhang T, Nguyen D, Franco P (2010) Reversed-phase screening strategies for liquid chromatography on polysaccharide-derived chiral stationary phases. J Chromatogr A 1217: 1048-1055.